All Photos(1)
Synonym(s):
5-Nitro-4,6-pyrimidinediol
Empirical Formula (Hill Notation):
C4H3N3O4
CAS Number:
Molecular Weight:
157.08
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Recommended Products
Assay
95%
form
solid
mp
>300 °C (lit.)
SMILES string
Oc1ncnc(O)c1[N+]([O-])=O
InChI
1S/C4H3N3O4/c8-3-2(7(10)11)4(9)6-1-5-3/h1H,(H2,5,6,8,9)
InChI key
ABTLZAVJDRUDNG-UHFFFAOYSA-N
Biochem/physiol Actions
4, 6-dihydroxy-5-nitropyrimidine is an inhibitor of thymidine phosphorylase activity. It is also a potent and selective inhibitor of 4-nitrophenol glucuronidation.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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E Miszczak-Zaborska et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 52(9-10), 670-675 (1997-11-28)
Partially purified samples of thymidine phosphorylase were obtained from four preparations of human uterine leiomyomas and uteri using the method of Yoshimura et al. (1990), Biochim. Biophys. Acta 1034, 107-113. Among the studied twelve pyrimidine derivatives, 5-bromouracil, 5-nitrouracil, 5-fluorouracil, 6-aminouracil
Z Naydenova et al.
Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology, 112(3), 321-325 (1995-11-01)
Thirty-one differently substituted pyrimidine bases were tested for their inhibitory effect on the glucuronidation of 4-nitrophenol and phenolphthalein by rat liver microsomes. 5-Nitrouracil (compound 1) and its isomer 4,6-dihydroxy-5-nitropyrimidine (compound 2) were the most potent and selective inhibitors of 4-nitrophenol
Andrew C Kotze et al.
Antimicrobial agents and chemotherapy, 58(12), 7475-7483 (2014-10-08)
We used an enzyme induction approach to study the role of detoxification enzymes in the interaction of the anthelmintic compound naphthalophos with Haemonchus contortus larvae. Larvae were treated with the barbiturate phenobarbital, which is known to induce the activity of
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